(2S)-2-[(3,5-dinitrophenyl)formamido]-2-phenylacetic acid

• ChemBase ID: 146036
• Molecular Formular: C15H11N3O7
• Molecular Mass: 345.26374
• Monoisotopic Mass: 345.05969971
• SMILES: c1ccc(cc1)[C@@H](C(=O)O)NC(=O)c1cc(cc(c1)[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: OC(=O)[C@H](c1ccccc1)NC(=O)c1cc(cc(c1)[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C15H11N3O7/c19-14(16-13(15(20)21)9-4-2-1-3-5-9)10-6-11(17(22)23)8-12(7-10)18(24)25/h1-8,13H,(H,16,19)(H,20,21)/t13-/m0/s1
• InChIKey: MIVUDAUOXJDARR-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(3,5-dinitrophenyl)formamido]-2-phenylacetic acid
• IUPAC Traditional name: (S)-[(3,5-dinitrophenyl)formamido](phenyl)acetic acid
• Synonyms: N-(3,5-Dinitrobenzoyl)-L-α-phenylglycine; S-(+)-N-(3,5-Dinitrobenzoyl)phenylglycine; (S)-(+)-N-(3,5-Dinitrobenzoyl)-α-phenylglycine; (S)-(+)-N-(3,5-Dinitrobenzoyl)phenylglycine; N-(3,5-Dinitrobenzoyl)-L-α-phenylglycine; N-(3,5-二硝基苯甲酰)-L-α-苯基甘氨酸; S-(+)-N-(3,5-二硝基苯甲酰)苯基甘氨酸; (S)-(+)-N-(3,5-二硝基苯甲酰)-α-苯基甘氨酸; (S)-(+)-N-(3,5-二硝基苯甲酰)苯基甘氨酸; N-(3,5-二硝基苯甲酰基)-L-α-苯甘氨酸

Database IDs

• CAS Number: 90761-62-9
• MDL Number: MFCD00064470
• Beilstein Number: 4719761
• PubChem SID: 24856698; 162240235
• PubChem CID: 7005111

CALCULATED PROPERTIES

• Acid pKa: 2.3442183
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.6609723
• LogD (pH = 7.4): -1.1747988
• Log P: 2.3419433
• Molar Refractivity: 85.125 cm^3
• Polarizability: 30.908268 Å^3
• Polar Surface Area: 158.04 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 215-217 °C (dec.); 218-220 °C(lit.)
• Optical Rotation: [α]20/D +102°, c = 1 in THF; [α]20/D +103±3°, c = 1% in THF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); 99%
• Grade: purum
• Linear Formula: (O2N)2C6H3CONHCH(C6H5)CO2H
• Empirical Formula (Hill Notation): C15H11N3O7

DETAILS

Sigma Aldrich - 276294

Packaging
1, 5 g in glass bottle